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M4773

Sigma-Aldrich

Metaraminol (+)-bitartrate salt

Synonym(s):

(−)-m-Hydroxyphenylpropanolamine bitartrate salt

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About This Item

Empirical Formula (Hill Notation):
C9H13NO2 · C4H6O6
CAS Number:
33402-03-8
Molecular Weight:
317.29
EC Number:
251-502-3
MDL number:
MFCD00238763
UNSPSC Code:
12352200
PubChem Substance ID:
24896944
NACRES:
NA.77

Quality Level

200

originator

Merck & Co., Inc., Kenilworth, NJ, U.S.

SMILES string

O[C@H]([C@@H](O)C(O)=O)C(O)=O.C[C@H](N)[C@H](O)c1cccc(O)c1

InChI

1S/C9H13NO2.C4H6O6/c1-6(10)9(12)7-3-2-4-8(11)5-7;5-1(3(7)8)2(6)4(9)10/h2-6,9,11-12H,10H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t6-,9-;1-,2-/m01/s1

InChI key

VENXSELNXQXCNT-IJYXXVHRSA-N

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Application

Metaraminol (+)-bitartrate salt has been used to study the effects of adrenergic agonists in the mouse model of endometriosis.

Biochem/physiol Actions

α-adrenoceptor agonist.
Metaraminol may serve as a false sympathetic transmitter. It is a mixed α - and β-adrenergic agonist.

Features and Benefits

This compound was developed by Merck & Co., Inc., Kenilworth, NJ, U.S.. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301 + H311 + H331

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The American journal of emergency medicine, 28(4), 526-526 (2010-05-15)
Marilyn P Law et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 51(8), 1269-1276 (2010-08-04)
Dysfunction of the sympathetic nervous system underlies many cardiac diseases and can be assessed by molecular imaging using PET in humans. Small-animal PET should enable noninvasive quantitation of the sympathetic nervous system in mouse models of human disease. For mice
Li-Chao Hou et al.
Chinese medical journal, 120(8), 680-683 (2007-05-23)
Vasoactive drugs are often necessary for reversing hypotension in patients with severe infection. The standard for evaluating effects of vasoactive drugs should not only be based on the increase of arterial blood pressure, but also on the blood flow perfusion
Use of vasopressors in Takotsubo cardiomyopathy: a cautionary tale.
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British journal of anaesthesia, 110(3), 487-488 (2013-02-14)
J Bannard-Smith et al.
British journal of hospital medicine (London, England : 2005), 70(12), 725-725 (2010-01-19)
One of the longest running debates in obstetric anaesthesia surrounds the prevention and treatment of maternal hypotension during caesarean section. Anaesthetic techniques have evolved and maternal mortality and morbidity is markedly reduced, but hypotension remains a problem, particularly following neuraxial
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